EP1527683A1 - Ein Pyridylmethylbenzamidderivat und ein Sulfamidderivat enthaltende fungizide Zusammensetzung - Google Patents

Ein Pyridylmethylbenzamidderivat und ein Sulfamidderivat enthaltende fungizide Zusammensetzung Download PDF

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Publication number
EP1527683A1
EP1527683A1 EP03356170A EP03356170A EP1527683A1 EP 1527683 A1 EP1527683 A1 EP 1527683A1 EP 03356170 A EP03356170 A EP 03356170A EP 03356170 A EP03356170 A EP 03356170A EP 1527683 A1 EP1527683 A1 EP 1527683A1
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EP
European Patent Office
Prior art keywords
group
composition according
compound
optionally substituted
plant
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP03356170A
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English (en)
French (fr)
Inventor
Thomas Wegmann
Richard Mercer
Marie-Pascale Latorse
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience SA
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Bayer CropScience SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer CropScience SA filed Critical Bayer CropScience SA
Priority to EP03356170A priority Critical patent/EP1527683A1/de
Priority to US10/576,969 priority patent/US20070072829A1/en
Priority to JP2006537271A priority patent/JP2007509907A/ja
Priority to CA002534029A priority patent/CA2534029A1/en
Priority to BRPI0412627-0A priority patent/BRPI0412627A/pt
Priority to EP04791106A priority patent/EP1681926A1/de
Priority to KR1020067006878A priority patent/KR20060089235A/ko
Priority to PCT/EP2004/013117 priority patent/WO2005060747A1/en
Publication of EP1527683A1 publication Critical patent/EP1527683A1/de
Priority to CO06051637A priority patent/CO5690505A2/es
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A01N47/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing >N—S—C≡(Hal)3 groups
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10—Antimycotics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Definitions

  • the present invention relates to novel fungicidal compositions comprising a pyridylmethylbenzamide derivative and a sulfamide derivative.
  • the present invention also relates to a method of combating phytopathogenic fungi by applying at a locus infested or liable to be infested such a composition.
  • European patent application EP-A-1056723 generically discloses the possibility of combining pyridylmethybenzamide derivatives with known fungicidal products to develop a fungicidal activity.
  • International patent application WO 02/069713 discloses fungicidal mixtures comprising a pyridylmethylbenzamide derivative and phosphorous acid or one of its derivatives. Some of the above mentioned mixtures have shown a synergistic effect.
  • the present invention relates to a composition
  • a composition comprising :
  • N-dichlorofluoromethylthio-N',N'-dimethyl-N-p-tolylsulfamide is a sulfamide derivative fungicide also known as tolylfluanid.
  • tolylfluanid N-dichlorofluoromethylthio-N',N'-dimethyl-N-p-tolylsulfamide
  • composition according to the present invention provides a synergistic effect.
  • This synergistic effect allows a reduction of the chemical substances spread into the environment and a reduction of the cost of the fungal treatment.
  • the term “synergistic effect” is defined by Colby according to the article entitled “Calculation of the synergistic and antagonistic responses of herbicide combinations” Weeds, (1967), 15, pages 20-22.
  • E x + y - x * y 100 in which E represents the expected percentage of inhibition of the disease for the combination of the two fungicides at defined doses (for example equal to x and y respectively), x is the percentage of inhibition observed for the disease by the compound (I) at a defined dose (equal to x), y is the percentage of inhibition observed for the disease by the compound (II) at a defined dose (equal to y).
  • E represents the expected percentage of inhibition of the disease for the combination of the two fungicides at defined doses (for example equal to x and y respectively)
  • x is the percentage of inhibition observed for the disease by the compound (I) at a defined dose (equal to x)
  • y is the percentage of inhibition observed for the disease by the compound (II) at a defined dose (equal to y).
  • composition according to the present invention comprises a pyridylmethylbenzamide derivative of general formula (I).
  • the present invention relates to a composition comprising a pyridylmethylbenzamide derivative of general formula (I) in which the different characteristics may be chosen alone or in combination as being :
  • composition according to the present invention comprises at least a pyridylmethylbenzamide derivative of general formula (I) (a) and tolylfluanid (b) in an (a) / (b) weight ratio of from 0.01 to 10; preferably of from 0.05 to 0.5; even more preferably, of from 0.1 to 0.2.
  • composition of the present invention may further comprise a third fungicide active ingredient (c).
  • the third fungicidal active ingredient may preferably be selected from phosphorous acid derivative, phosphorous acid itself, or alkali metal, alkaline-earth metal or metallic salts thereof. More preferably, the additional fungicidal compound may be chosen as being ethyl hydrogen phosphonate.
  • Ethyl hydrogen phosphonate is a fungicidal compound also known as Fosetyl-Al.
  • this compound may be present in an amount of (a) : (b) : (c) weight ratio of from 0.01 : 1 : 0.1 to 10 : 1 : 10; the ratios of compound (a) and compound (c) varying independently from each other.
  • the (a) : (b) : (c) weight ratio may be of from 0.05 : 1 : 0.5 to 0.5 : 1 : 5; more preferably of from 0.1 : 1 : 1 to 0.2 : 1 : 4.
  • the composition according to the present invention may further comprise an other additional component such as an agriculturally acceptable support, carrier or filler.
  • an agriculturally acceptable support such as an agriculturally acceptable support, carrier or filler.
  • the term "support” denotes a natural or synthetic, organic or inorganic material with which the active material is combined to make it easier to apply, notably to the parts of the plant. This support is thus generally inert and should be agriculturally acceptable.
  • the support may be a solid or a liquid.
  • suitable supports include clays, natural or synthetic silicates, silica, resins, waxes, solid fertilisers, water, alcohols, in particular butanol, organic solvents, mineral and plant oils and derivatives thereof. Mixtures of such supports may also be used.
  • the composition may also comprise other additional components.
  • the composition may further comprise a surfactant.
  • the surfactant can be an emulsifier, a dispersing agent or a wetting agent of ionic or non-ionic type or a mixture of such surfactants.
  • the presence of at least one surfactant is generally essential when the active material and/or the inert support are water-insoluble and when the vector agent for the application is water.
  • surfactant content may be comprised between 5% and 40% by weight of the composition.
  • Additional components may also be included, e.g. protective colloids, adhesives, thickeners, thixotropic agents, penetration agents, stabilisers, sequestering agents.
  • the active materials can be combined with any solid or liquid additive, which complies with the usual formulation techniques.
  • the composition according to the invention may contain from 0.05 to 99% (by weight) of active material, preferably 10 to 70% by weight.
  • compositions according to the present invention can be used in various forms such as aerosol dispenser, capsule suspension, cold fogging concentrate, dustable powder, emulsifiable concentrate, emulsion oil in water, emulsion water in oil, encapsulated granule, fine granule, flowable concentrate for seed treatment, gas (under pressure), gas generating product, granule, hot fogging concentrate, macrogranule, microgranule, oil dispersible powder, oil miscible flowable concentrate, oil miscible liquid, paste, plant rodlet, powder for dry seed treatment, seed coated with a pesticide, soluble concentrate, soluble powder, solution for seed treatment, suspension concentrate (flowable concentrate), ultra low volume (ulv) liquid, ultra low volume (ulv) suspension, water dispersible granules or tablets, water dispersible powder for slurry treatment, water soluble granules or tablets, water soluble powder for seed treatment and wettable powder.
  • These compositions include not only compositions which are ready to be applied to the plant or seed
  • the fungicidal compositions of the present invention can be used to curatively or preventively control the phytopathogenic fungi of crops.
  • a method for preventively or curatively controlling phytopathogenic fungi of crops characterised in that a fungicidal composition as hereinbefore defined is applied to the seed, the plant and/or to the fruit of the plant or to the soil in which the plant is growing or in which it is desired to grow.
  • the composition as used against phytopathogenic fungi of crops comprises an effective and non-phytotoxic amount of an active material of general formula (I).
  • an amount of composition according to the invention means an amount of composition according to the invention which is sufficient to control or destroy the fungi present or liable to appear on the crops, and which does not entail any appreciable symptom of phytotoxicity for the said crops.
  • Such an amount can vary within a wide range depending on the fungus to be combated, the type of crop, the climatic conditions and the compounds included in the fungicidal composition according to the invention. This amount can be determined by systematic field trials, which are within the capabilities of a person skilled in the art.
  • the method of treatment according to the present invention is useful to treat propagation material such as tubers or rhizomes, but also seeds, seedlings or seedlings pricking out and plants or plants pricking out.
  • This method of treatment can also be useful to treat roots.
  • the method of treatment according to the present invention can also be useful to treat the overground parts of the plant such as trunks, stems or stalks, leaves, flowers and fruits of the concerned plant.
  • the plants that can be protected by the method according to the invention mention may be made of cotton; flax; vine; fruit crops such as Rosaceae sp .
  • leguminous crops such as Solanaceae sp. (for instance tomatoes), Liliaceae sp., Asteraceae sp. (for instance lettuces), Umbelliferae sp., Cruciferae sp., Chenopodiaceae sp., Cucurbitaceae sp., Papilionaceae sp. (for instance peas), Rosaceae sp. (for instance strawberries); big crops such as Graminae sp. (for instance maize, cereals such as wheat, rice, barley and triticale), Asteraceae sp. (for instance sunflower), Cruciferae sp.
  • Solanaceae sp. for instance tomatoes
  • Liliaceae sp. for instance lettuces
  • Umbelliferae sp. for instance lettuces
  • Cruciferae sp. Chenopodiaceae sp.
  • Cucurbitaceae sp. for instance peas
  • the fungicidal composition according to the present invention may also be used against fungal diseases liable to grow on or inside timber.
  • the term "timber" means all types of species of wood, and all types of working of this wood intended for construction, for example solid wood, high-density wood, laminated wood, and plywood.
  • the method for treating timber according to the invention mainly consists in contacting one or more compounds of the present invention, or a composition according to the invention; this includes for example direct application, spraying, dipping, injection or any other suitable means.
  • the dose of active material usually applied in the treatment according to the present invention is generally and advantageously between 10 and 2000 g/ha, preferably between 50 and 1500 g/ha for applications in foliar treatment.
  • the dose of active substance applied is generally and advantageously between 2 and 200 g per 100 kg of seed, preferably between 3 and 150 g per 100 kg of seed in the case of seed treatment. It is clearly understood that the doses indicated above are given as illustrative examples of the invention. A person skilled in the art will know how to adapt the application doses according to the nature of the crop to be treated.
  • the fungicidal composition according to the present invention may also be used in the treatment of genetically modified organisms with the compounds according to the invention or the agrochemical compositions according to the invention.
  • Genetically modified plants are plants into whose genome a heterologous gene encoding a protein of interest has been stably integrated.
  • the expression "heterologous gene encoding a protein of interest” essentially means genes which give the transformed plant new agronomic properties, or genes for improving the agronomic quality of the transformed plant.
  • compositions according to the present invention may also be used fore the preparation of composition useful to curatively or preventively treat human and animal fungal diseases such as, for example, mycoses, dermatoses, trichophyton diseases and candidiases or diseases caused by Aspergillus spp., for example Aspergillus fumigatus .
  • fungal diseases such as, for example, mycoses, dermatoses, trichophyton diseases and candidiases or diseases caused by Aspergillus spp., for example Aspergillus fumigatus .

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
EP03356170A 2003-10-31 2003-10-31 Ein Pyridylmethylbenzamidderivat und ein Sulfamidderivat enthaltende fungizide Zusammensetzung Withdrawn EP1527683A1 (de)

Priority Applications (9)

Application Number Priority Date Filing Date Title
EP03356170A EP1527683A1 (de) 2003-10-31 2003-10-31 Ein Pyridylmethylbenzamidderivat und ein Sulfamidderivat enthaltende fungizide Zusammensetzung
US10/576,969 US20070072829A1 (en) 2003-10-31 2004-10-28 Fungicidal composition comprising a pyridylmethylbenzamide derivative and a sulfamide derivative
JP2006537271A JP2007509907A (ja) 2003-10-31 2004-10-28 ピリジルメチルベンズアミド誘導体及びスルファミド誘導体を含有する殺菌剤組成物
CA002534029A CA2534029A1 (en) 2003-10-31 2004-10-28 Fungicidal composition comprising a pyridylmethylbenzamide derivative and a sulfamide derivative
BRPI0412627-0A BRPI0412627A (pt) 2003-10-31 2004-10-28 composição e método para o controle preventivo ou curativo de fungos fitopatogênicos
EP04791106A EP1681926A1 (de) 2003-10-31 2004-10-28 Fungizide zusammensetzung, die ein pyridylmethylbenzamidderivat und ein sulfamidderivat umfasst
KR1020067006878A KR20060089235A (ko) 2003-10-31 2004-10-28 피리딜메틸벤즈아미드 유도체 및 설파미드 유도체를함유하는 살진균 조성물
PCT/EP2004/013117 WO2005060747A1 (en) 2003-10-31 2004-10-28 Fungicidal composition comprising a pyridylmethylbenzamide derivative and a sulfamide derivative
CO06051637A CO5690505A2 (es) 2003-10-31 2006-05-30 Composicion fungicida que comprende un derivado de piridilmetilbenzamida y un derivado de sulfamida

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP03356170A EP1527683A1 (de) 2003-10-31 2003-10-31 Ein Pyridylmethylbenzamidderivat und ein Sulfamidderivat enthaltende fungizide Zusammensetzung

Publications (1)

Publication Number Publication Date
EP1527683A1 true EP1527683A1 (de) 2005-05-04

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ID=34400606

Family Applications (2)

Application Number Title Priority Date Filing Date
EP03356170A Withdrawn EP1527683A1 (de) 2003-10-31 2003-10-31 Ein Pyridylmethylbenzamidderivat und ein Sulfamidderivat enthaltende fungizide Zusammensetzung
EP04791106A Withdrawn EP1681926A1 (de) 2003-10-31 2004-10-28 Fungizide zusammensetzung, die ein pyridylmethylbenzamidderivat und ein sulfamidderivat umfasst

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP04791106A Withdrawn EP1681926A1 (de) 2003-10-31 2004-10-28 Fungizide zusammensetzung, die ein pyridylmethylbenzamidderivat und ein sulfamidderivat umfasst

Country Status (8)

Country Link
US (1) US20070072829A1 (de)
EP (2) EP1527683A1 (de)
JP (1) JP2007509907A (de)
KR (1) KR20060089235A (de)
BR (1) BRPI0412627A (de)
CA (1) CA2534029A1 (de)
CO (1) CO5690505A2 (de)
WO (1) WO2005060747A1 (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010060948A3 (en) * 2008-11-27 2011-05-12 Janssen Pharmaceutica Nv Biocidal compositions comprising thiol group modulating enzyme inhibitors and pyrion compounds
US8921403B2 (en) 2007-08-31 2014-12-30 Janssen Pharmaceutica, Nv Combinations of imazalil and hydroxypyridones

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999031981A2 (de) * 1997-12-18 1999-07-01 Basf Aktiengesellschaft Fungizide mischungen auf der basis von pyridincarboxamiden
WO2002069713A1 (fr) * 2001-03-08 2002-09-12 Bayer Cropscience S.A. Compositions fongicides
WO2003034824A1 (en) * 2001-10-23 2003-05-01 Bayer Cropscience S.A. Fungicidal composition based on at least one pyridylmethylbenzamide derivative and at least one dithiocarbamate derivative

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4321206A1 (de) * 1993-06-25 1995-01-05 Bayer Ag Fungizide Wirkstoffkombinationen
TW575562B (en) * 1998-02-19 2004-02-11 Agrevo Uk Ltd Fungicides

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999031981A2 (de) * 1997-12-18 1999-07-01 Basf Aktiengesellschaft Fungizide mischungen auf der basis von pyridincarboxamiden
WO2002069713A1 (fr) * 2001-03-08 2002-09-12 Bayer Cropscience S.A. Compositions fongicides
WO2003034824A1 (en) * 2001-10-23 2003-05-01 Bayer Cropscience S.A. Fungicidal composition based on at least one pyridylmethylbenzamide derivative and at least one dithiocarbamate derivative

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8921403B2 (en) 2007-08-31 2014-12-30 Janssen Pharmaceutica, Nv Combinations of imazalil and hydroxypyridones
WO2010060948A3 (en) * 2008-11-27 2011-05-12 Janssen Pharmaceutica Nv Biocidal compositions comprising thiol group modulating enzyme inhibitors and pyrion compounds
CN102223796A (zh) * 2008-11-27 2011-10-19 詹森药业有限公司 包含硫醇基调节酶抑制剂和吡啶硫酮化合物的生物杀灭组合物
CN102223796B (zh) * 2008-11-27 2013-12-11 詹森药业有限公司 包含硫醇基调节酶抑制剂和吡啶硫酮化合物的生物杀灭组合物
EP3053441A1 (de) * 2008-11-27 2016-08-10 Janssen Pharmaceutica NV Biozide zusammensetzung mit einem thiolgruppen modulierendem enzymhemmer und einer pyrionverbindung

Also Published As

Publication number Publication date
WO2005060747A1 (en) 2005-07-07
JP2007509907A (ja) 2007-04-19
BRPI0412627A (pt) 2006-09-26
US20070072829A1 (en) 2007-03-29
EP1681926A1 (de) 2006-07-26
CA2534029A1 (en) 2005-07-07
KR20060089235A (ko) 2006-08-08
CO5690505A2 (es) 2006-10-31

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